[Synthesis]
Example 2: Synthesis of 10-acetyl-1-(4-benzyloxy-2-fluorophenyl)-3,3-dimethyl-1,1-dioxo-1,2,3,4,5,11-hexahydro-1,4,6-thia-5,10-diazadibenzo[α,π]cycloheptene (13); Step 1: In anhydrous N,N-dimethylformamide (DMF, 10 mL), a 2-fluoro-4 -hydroxybenzaldehyde (2.92 mmol), benzyl bromide (534 μL, 4.38 mmol) and cesium carbonate (Cs2CO3, 1.14 g, 3.50 mmol) in an anhydrous N,N-dimethylformamide (DMF, 10 mL) was stirred at room temperature for 3 days. Upon completion of the reaction, the reaction mixture was diluted with water (200 mL), the resulting precipitate was collected by filtration and dried under vacuum to afford the target product 4-benzyloxy-2-fluorobenzaldehyde (11) in 94.4% yield as a white solid: m/z = 231(M + H)+. |